Wellfleet Vacation Packages 2026 from $361

Wellfleet flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Wylie Inn and Conference Center at Endicott College

$361

per person

Feb 25 - Mar 1

found 22 hours ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

A 24-hour gym, free self parking, and wedding services are featured at this hotel. WiFi in public areas is free. A coffee shop, a computer station, and luggage storage are also on offer.

The Charles Hotel

West Cambridge

Save 100% on your flight

$709

per person

Mar 26 - Mar 29

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.

The Boston Hotel

Brighton

$680

per person

Apr 3 - Apr 9

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Boston (BOS)

This hotel features free WiFi in public areas, laundry facilities, and self parking. Enjoy the free buffet breakfast each morning. A computer station and luggage storage are also provided.

The Coach House

$935

per person

Mar 13 - Mar 20

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

This hotel features free self parking and free WiFi in public areas. Enjoy the free on-the-go breakfast each morning.

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

$614

per person

Feb 19 - Feb 22

found 19 hours ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.

Top Wellfleet hotels deals

Waterfront Cottage Steps to Private Beach! (2052)

Wellfleet Massachusetts

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This cottage includes a garden and barbecue grills.

Kitchen

Air conditioning

Waterfront Cottage - fantastic unobstructed views!!

Wellfleet MA

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This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Chatham Bars Inn

297 Shore Rd Chatham MA

$364 nightly

$417 total

Jan 21 - Jan 22

Total with taxes and fees

A private beach, a full-service spa, and 3 outdoor tennis courts are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free valet parking and a free beach shuttle.

On private beach

Pool

Bayside Resort Hotel

225 Route 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$120 total

Feb 5 - Feb 6

Total with taxes and fees

This hotel features 2 poolside bars, 2 bars/lounges, and an indoor pool. Enjoy the gym and free perks like buffet breakfast and free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Pool

Hot Tub

Chatham Wayside Inn

512 Main St Chatham MA

Free Cancellation

Reserve now, pay when you stay

$156 nightly

$179 total

Jan 21 - Jan 22

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a terrace are also on offer.

Pool

Breakfast included

Modern Beachfront Condo, Gorgeous Views and Centrally Located

Provincetown MA

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This condo features laundry facilities.

Kitchen

Washer

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Marconi Beach

5/5(7 reviews)

Why not spend a carefree afternoon at Marconi Beach during your travels in Wellfleet? Discover the area's seafood restaurants or seek out the hiking trails.

Cahoon Hollow Beach

4.5/5(27 reviews)

Enjoy a relaxing day at the beach and a lively night at the bar at this favorite daytrip destination.

Beach

Why not spend a carefree afternoon at Beach during your travels in Wellfleet? Discover the area's seafood restaurants or seek out the hiking trails.

Frequently asked questions

How much are vacation packages to Wellfleet?

With a Travelocity vacation package, you could paint the town red in Wellfleet for as little as $361. Activities, flights and hotels — we have it all. You'll save a bunch just by combining your bookings together. With all of that taken care of before you set off, you don't have to worry about a thing.

How long should my Wellfleet vacation be?

Many visitors pack their bags and vacation in Wellfleet for about 3 nights. That gives you some guidance, but it's not a rule of thumb. Whether you only stay a couple of nights to see the top attractions or linger a while to uncover hidden treasures, an unforgettable adventure awaits.

Where can I get the best vacation package deals for Wellfleet?

Picking up a great package deal to Wellfleet is a breeze with Travelocity. With around 400 airlines and 1,000,000 properties worldwide, you'll have loads of choice when it comes to selecting your hotels and flights.

Why should I purchase my Wellfleet vacation package via Travelocity?

Nothing tops the peace of mind knowing you've just picked up the best deal available — that's our Price Match Guarantee. Add to that our impressive range of magical destinations and 24/7 team of customer service professionals and you've got the formula for a hassle-free vacation.

Can I save money on my Wellfleet car rental if I bundle it with a hotel or flight?

Bundling your hotel, flight and car into a Wellfleet vacation package is an easy way to land the best prices. Plus, having your own set of wheels gives you the freedom to make your way to all those big-name sights you'd like to check out. Located 60 mi from Wellfleet, Fenway Park is one attraction that should be on your to-do list. Top up the tank and make a day trip of it.

Which airport is best for Wellfleet?

Logan Intl. Airport (BOS) is a major hub. You'll find it roughly 60 mi northwest of Wellfleet. Your other options are Martha's Vineyard Airport (MVY) (50 mi away from central Wellfleet) and Nantucket Memorial Airport (ACK) (45 mi away from central Wellfleet).

What is there to do in Wellfleet?

While venturing off the beaten track is rewarding, you really shouldn't miss the well-known sights that make a place famous. Marconi Beach and Wellfleet Harbor Actors Theater are just two of them in Wellfleet.

Where should I stay when visiting Wellfleet?

If you're after a place to base yourself, take a look at the Wellfleet Motel and Lodge. It's the top choice for many visitors.